(2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

Base Information

Chemical Name:(2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol
CAS No.:618388-45-7
Molecular Formula:C₃₇H₄₁NO₃SSi
Molecular Weight:607.889
Hs Code.:

Synonyms:(2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

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Chemical Property of (2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

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Technology Process of (2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

There total 8 articles about (2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 618388-50-4
3-allyl-2-[4-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-phenylsulfanyl-2,3-dihydro-isoindol-1-one

: 618388-45-7
(2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 20 ℃;
DOI:10.1039/b303031h

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: 618388-45-7
(2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

2.1: 85 percent / aq. HCl / tetrahydrofuran / 0.5 h / 60 °C

3.1: 97 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

4.1: imidazole / CH₂Cl₂; dimethylformamide / 20 °C

5.1: 94 percent / NaBH₄ / methanol; tetrahydrofuran / -40 - -20 °C

6.1: 87 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -78 - -35 °C

7.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 99 percent / tetrahydrofuran / -78 - 20 °C

8.1: 91 percent / aq. HF / acetonitrile / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; hydrogen fluoride; diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1039/b303031h

Reference yield:

: 287728-32-9
(S)-4-phthalimido-1-(tert-butyldimethylsilyloxy)butan-2-ol

: 618388-45-7
(2S)-4-(3-allyl-2,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-2-(tert-butyldiphenylsilyl)oxy-1-butanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / CH₂Cl₂; dimethylformamide / 20 °C

2.1: 94 percent / NaBH₄ / methanol; tetrahydrofuran / -40 - -20 °C

3.1: 87 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -78 - -35 °C

4.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 99 percent / tetrahydrofuran / -78 - 20 °C

5.1: 91 percent / aq. HF / acetonitrile / 20 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; hydrogen fluoride; diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b303031h